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HRID 130644Erstellt: 24. Oktober 2026

Dimethylformamide → 3',4'-difluoro-N-(7-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)biphenyl-4-carboxamide

https://huagongshe.com/de/reaction/130644

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktSodium CarbonateHCID 10340—
Edukt3,4-Difluorobenzeneboronic acidHCID 2734337—
EduktN-(7-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)-4-iodobenzamideHCID 59731034—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
Produkt3',4'-difluoro-N-(7-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)biphenyl-4-carboxamideHCID 5973103854,7%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

Next, to a solution of N-(7-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)-4-iodobenzamide (100 mg, 0.25 mmol) in a 3 to 1 mixture of DMF and H2O was added 3,4-difluorophenylboronic acid (80.3 mg, 0.51 mmol), tetrakis(triphenylphosphine)palladium(0) (8.82 mg, 0.01 mmol), and sodium carbonate (80.9 mg, 0.76 mmol). The mixture was stirred at 80° C. for 2.5 hours, and after cooled to room temperature, the product was extracted with diethyl ether. The organic layer was washed with water then brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. After triturated with ethylacetate and hexane, the solid was filtered to afford 3′,4′-difluoro-N-(7-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)biphenyl-4-carboxamide (51.9 mg, 54%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07381840B2
Quelldatensatzuspto-grants-2008_06
ORD IDord-a52936f01c8741b6a6197647ecdb7c82
Quellennotizuspto-grants-2008_06